CN109438403A - A kind of preparation method of 5- aminobenzofur -2- Ethyl formate - Google Patents
A kind of preparation method of 5- aminobenzofur -2- Ethyl formate Download PDFInfo
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- CN109438403A CN109438403A CN201811628745.7A CN201811628745A CN109438403A CN 109438403 A CN109438403 A CN 109438403A CN 201811628745 A CN201811628745 A CN 201811628745A CN 109438403 A CN109438403 A CN 109438403A
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- CN
- China
- Prior art keywords
- aminobenzofur
- preparation
- ethyl formate
- compound
- reaction
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D307/78—Benzo [b] furans; Hydrogenated benzo [b] furans
- C07D307/82—Benzo [b] furans; Hydrogenated benzo [b] furans with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to carbon atoms of the hetero ring
- C07D307/84—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
- C07D307/85—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 2
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The present invention relates to a kind of intermediate more particularly to a kind of preparation methods of 5- aminobenzofur -2- Ethyl formate；Using compound 5- aminobenzofur -2- formic acid as raw material, it is stirred to react under acid and heating condition and prepares the compound；The preparation method of 5- aminobenzofur -2- Ethyl formate provided by the invention is with high security and environmentally friendly advantage.
Description
Technical field
The present invention relates to a kind of intermediate more particularly to a kind of preparation methods of 5- aminobenzofur -2- Ethyl formate.
Background technique
Benzofuran derivatives can participate in the formation of organism deuterium bond due to the oxygen atom in furan nucleus, increase by by
Between compatibility, thus such compound also has many bioactivity, such as local anaesthesia, antiallergy, sterilization isoreactivity, is curing
Medicine field has a good application prospect.
5- aminobenzofur -2- Ethyl formate is the intermediate of organic synthesis and medical industry, can be used for specific wide spectrum
The synthesis of the benzofuran miazines compound of bioactivity, the prior art is mainly using salicylonitrile as raw material, in different solvents
Middle to be prepared with base catalyzed reactions, the synthesis of this kind of compound only resides within laboratory stage, for the needs of industrialization,
Optimize relevant technological parameter and process flow, to propose a synthesis road that is environmental-friendly and being conducive to industrialization production
Line.
Summary of the invention
Present invention aims at drawbacks described above existing for existing synthetic method is solved, a kind of 5- amino benzo furan is provided
It mutters the preparation method of -2- Ethyl formate, with high security and environmentally friendly advantage.
To achieve the goals above, the present invention provides one kind using compound 5- aminobenzofur -2- formic acid as raw material,
It is stirred to react under acid and heating condition and prepares the compound.
It should be noted that term " 5- aminobenzofur -2- formic acid " refers to that No. CAS is 42933-44-8, molecule
Formula is C9H7NO3, molecular weight 177.16, fusing point be greater than 300 DEG C, density be 1.462 white powder substance.
Further, the temperature of the reaction is more than or equal to 100 DEG C.
Further, the acid condition is referred to using acid reagent.
Further, the acid reagent is sulfuric acid solution.
Specifically, the mass percent of the sulfuric acid solution is 95%~98%.
Further, the dosage of the compound 5- aminobenzofur -2- formic acid and acid reagent is compound 5- ammonia
2.0~5.0 times of base coumarilic acid mole.
Further, the reaction time of the reaction is until evolution reaction product.
Further, the reaction time of the reaction is no less than 5 hours.
Further, the compound 5- aminobenzofur -2- formic acid needs to be prepared into 5- before reaction system is added
Aminobenzofur -2- formic acid solution.
Further, the heating method in the reaction is heating water bath.
According to the technique and scheme of the present invention, using 5- aminobenzofur -2- formic acid as raw material in this preparation method, in acidity
With under heating condition with high security and environmentally friendly advantage.
The above description is only an overview of the technical scheme of the present invention, in order to better understand the technical means of the present invention,
And can be implemented in accordance with the contents of the specification, with presently preferred embodiments of the present invention, detailed description is as follows below.
Specific embodiment
With reference to embodiment, the embodiment of the present invention is furthur described in detail.Following embodiment is used for
Illustrate the present invention, but is not intended to limit the scope of the invention.
Embodiment
A kind of preparation method of 5- aminobenzofur -2- Ethyl formate, with compound 5- aminobenzofur -2- formic acid
For raw material, it is stirred to react under acid and heating condition and prepares the compound.
A kind of preparation method of 5- aminobenzofur -2- Ethyl formate the preparation method is as follows:
It should be noted that term " 5- aminobenzofur -2- formic acid " refers to that No. CAS is 42933-44-8, molecule
Formula is C9H7NO3, molecular weight 177.16, fusing point be greater than 300 DEG C, density be 1.462 white powder substance.
Further, the temperature of reaction is more than or equal to 100 DEG C.
Further, acid condition is referred to using acid reagent.
Further, acid reagent is sulfuric acid solution.
Specifically, the mass percent of sulfuric acid solution is 95%~98%.
Further, the dosage of compound 5- aminobenzofur -2- formic acid and acid reagent is compound 5- aminobenzene
And 2.0~5.0 times of furans -2- formic acid mole.
Further, the reaction time of reaction is until evolution reaction product.
Further, the reaction time of reaction is no less than 5 hours.
Further, compound 5- aminobenzofur -2- formic acid needs to be prepared into 5- amino before reaction system is added
Coumarilic acid solution.
Further, the heating method in reaction is heating water bath.
The safety of reaction process can be improved by the way of acid reagent and heating water bath simultaneously in the present embodiment,
And large effect will not be generated to environment.
The above is only a preferred embodiment of the present invention, it is not intended to restrict the invention, it is noted that for this skill
For the those of ordinary skill in art field, without departing from the technical principles of the invention, can also make it is several improvement and
Modification, these improvements and modifications also should be regarded as protection scope of the present invention.
Claims (10)
1. a kind of preparation method of 5- aminobenzofur -2- Ethyl formate, it is characterised in that: with compound 5- amino benzo furan
- 2- formic acid of muttering is raw material, is stirred to react under acid and heating condition and prepares the compound.
2. the preparation method of 5- aminobenzofur -2- Ethyl formate according to claim 1, it is characterised in that: described
The temperature of reaction is more than or equal to 100 DEG C.
3. the preparation method of 5- aminobenzofur -2- Ethyl formate according to claim 1, it is characterised in that: described
Acid condition is referred to using acid reagent.
4. the preparation method of 5- aminobenzofur -2- Ethyl formate according to claim 3, it is characterised in that: described
Acid reagent is sulfuric acid solution.
5. the preparation method of 5- aminobenzofur -2- Ethyl formate according to claim 3, it is characterised in that: described
The mass percent of sulfuric acid solution is 95%~98%.
6. the preparation method of 5- aminobenzofur -2- Ethyl formate according to claim 3, it is characterised in that: described
The dosage of compound 5- aminobenzofur -2- formic acid and acid reagent is compound 5- aminobenzofur -2- formic acid mole
2.0~5.0 times of amount.
7. according to the preparation method of the preparation method of 5- aminobenzofur -2- Ethyl formate described in claim 1, feature
Be: the reaction time of the reaction is until evolution reaction product.
8. the preparation method of the preparation method of 5- aminobenzofur -2- Ethyl formate according to claim 1, feature
Be: the reaction time of the reaction is no less than 5 hours.
9. the preparation method of the preparation method of 5- aminobenzofur -2- Ethyl formate according to claim 1, feature
Be: the compound 5- aminobenzofur -2- formic acid needs to be prepared into 5- aminobenzofur-before reaction system is added
2- formic acid solution.
10. the preparation method of the preparation method of 5- aminobenzofur -2- Ethyl formate according to claim 1, special
Sign is: the heating method in the reaction is heating water bath.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201811628745.7A CN109438403A (en) | 2018-12-28 | 2018-12-28 | A kind of preparation method of 5- aminobenzofur -2- Ethyl formate |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201811628745.7A CN109438403A (en) | 2018-12-28 | 2018-12-28 | A kind of preparation method of 5- aminobenzofur -2- Ethyl formate |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN109438403A true CN109438403A (en) | 2019-03-08 |
Family
ID=65538596
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201811628745.7A Pending CN109438403A (en) | 2018-12-28 | 2018-12-28 | A kind of preparation method of 5- aminobenzofur -2- Ethyl formate |
Country Status (1)
| Country | Link |
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| CN (1) | CN109438403A (en) |
Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1140171A (en) * | 1995-04-20 | 1997-01-15 | 默克专利股份有限公司 | Benzofurans |
| CN1842528A (en) * | 2003-06-30 | 2006-10-04 | 田边制药株式会社 | Process for producing 3-acylaminobenzofuran-2-carboxylic acid derivative |
| CN102807540A (en) * | 2012-09-06 | 2012-12-05 | 无锡万全医药技术有限公司 | Novel method for preparing 5-aminobenzene-2-formic acid |
| CN102906081A (en) * | 2010-04-01 | 2013-01-30 | 赛诺菲 | Process for preparing aminobenzofuran derivatives |
| EP2647625A1 (en) * | 2012-04-02 | 2013-10-09 | ERREGIERRE S.p.A. | Process for preparing vilazodone hydrochloride |
| WO2014006637A2 (en) * | 2012-07-02 | 2014-01-09 | Symed Labs Limited | Improved process for preparing benzofuran-2-carboxamide derivatives |
| US20170240549A1 (en) * | 2016-02-19 | 2017-08-24 | Phoenix Molecular Designs | TETRAHYDROPYRIDO[3',2':4,5]PYRROLO[1,2-a]PYRAZINE-2-CARBOXAMIDE DERIVATIVES USEFUL AS RSK INHIBITORS |
-
2018
- 2018-12-28 CN CN201811628745.7A patent/CN109438403A/en active Pending
Patent Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1140171A (en) * | 1995-04-20 | 1997-01-15 | 默克专利股份有限公司 | Benzofurans |
| CN1842528A (en) * | 2003-06-30 | 2006-10-04 | 田边制药株式会社 | Process for producing 3-acylaminobenzofuran-2-carboxylic acid derivative |
| CN102906081A (en) * | 2010-04-01 | 2013-01-30 | 赛诺菲 | Process for preparing aminobenzofuran derivatives |
| EP2647625A1 (en) * | 2012-04-02 | 2013-10-09 | ERREGIERRE S.p.A. | Process for preparing vilazodone hydrochloride |
| WO2014006637A2 (en) * | 2012-07-02 | 2014-01-09 | Symed Labs Limited | Improved process for preparing benzofuran-2-carboxamide derivatives |
| CN102807540A (en) * | 2012-09-06 | 2012-12-05 | 无锡万全医药技术有限公司 | Novel method for preparing 5-aminobenzene-2-formic acid |
| US20170240549A1 (en) * | 2016-02-19 | 2017-08-24 | Phoenix Molecular Designs | TETRAHYDROPYRIDO[3',2':4,5]PYRROLO[1,2-a]PYRAZINE-2-CARBOXAMIDE DERIVATIVES USEFUL AS RSK INHIBITORS |
Non-Patent Citations (3)
| Title |
|---|
| PIER GIOVANNI BARALDI，等: "Synthesis and Antitumor Activity of New Benzoheterocyclic Derivatives of Distamycin A", 《J. MED. CHEM.》 * |
| 刑其毅: "《高等学校教学参考书 有机化学基础》", 31 July 1965, 人民教育出版社 * |
| 蒋达洪，等: "5-氨基苯并呋喃-2-甲腈的合成工艺改进研究", 《精细化工中间体》 * |
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| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
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| RJ01 | Rejection of invention patent application after publication |
Application publication date: 20190308 |
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| RJ01 | Rejection of invention patent application after publication |